CHEBI:51211 - alprenolol

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ChEBI Name alprenolol
ChEBI ID CHEBI:51211
Definition A secondary alcohol that is propan-2-ol substituted by a 2-allylphenoxy group at position 1 and an isopropylamino group at position 3. It is a β-adrenergic antagonist used as a antihypertensive, anti-arrhythmia and a sympatholytic agent.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H23NO2
Net Charge 0
Average Mass 249.34866
Monoisotopic Mass 249.173
InChI InChI=1S/C15H23NO2/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3
InChIKey PAZJSJFMUHDSTF-UHFFFAOYSA-N
SMILES CC(C)NCC(O)COc1ccccc1CC=C
Roles Classification
Biological Role(s): beta-adrenergic antagonist
An agent that binds to but does not activate beta-adrenergic receptors thereby blocking the actions of endogenous or exogenous beta-adrenergic agonists. beta-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.
sympatholytic agent
Any compound which inhibits the postganglionic functioning of the sympathetic nervous system (SNS).
Application(s): anti-arrhythmia drug
A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
beta-adrenergic antagonist
An agent that binds to but does not activate beta-adrenergic receptors thereby blocking the actions of endogenous or exogenous beta-adrenergic agonists. beta-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.
sympatholytic agent
Any compound which inhibits the postganglionic functioning of the sympathetic nervous system (SNS).
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ChEBI Ontology
Outgoing alprenolol (CHEBI:51211) has role β-adrenergic antagonist (CHEBI:35530)
alprenolol (CHEBI:51211) has role anti-arrhythmia drug (CHEBI:38070)
alprenolol (CHEBI:51211) has role antihypertensive agent (CHEBI:35674)
alprenolol (CHEBI:51211) has role sympatholytic agent (CHEBI:66991)
alprenolol (CHEBI:51211) is a secondary alcohol (CHEBI:35681)
alprenolol (CHEBI:51211) is a secondary amino compound (CHEBI:50995)
Incoming alprenolol hydrochloride (CHEBI:31191) has part alprenolol (CHEBI:51211)
IUPAC Name
1-[2-(propen-2-ylphenoxy)]-3-(isopropylamino)propan-2-ol
INNs Sources
alprenolol WHO MedNet
alprénolol WHO MedNet
alprenolol ChemIDplus
alprenololum WHO MedNet
Synonyms Sources
1-(2-Allylphenoxy)-3-isopropylamino-2-propanol ChemIDplus
1-(o-Allylphenoxy)-3-(isopropylamino)-2-propanol ChemIDplus
Alfeprol ChemIDplus
Database Links Databases
137 DrugCentral
Alprenolol Wikipedia
D07156 KEGG DRUG
DB00866 DrugBank
HMDB15004 HMDB
LSM-1238 LINCS
NL6605692 Patent
NL6612958 Patent
View more database links
Registry Numbers Types Sources
13655-52-2 CAS Registry Number ChemIDplus
1913441 Reaxys Registry Number Reaxys
1913441 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
19203609 PubMed citation Europe PMC
19882938 PubMed citation Europe PMC
21958537 PubMed citation Europe PMC
22841109 PubMed citation Europe PMC
Last Modified
22 February 2017